Hypervalent iodine reagents in organic synthesis: Nucleophilic substitution of p-substituted phenol ethers

被引：189

作者：

Kita, Y

Takada, T

Tohma, T

机构：

[1] Faculty of Pharmaceutical Sciences, Osaka University, Suita, Osaka 565

来源：

PURE AND APPLIED CHEMISTRY | 1996年 / 68卷 / 03期

关键词：

D O I：

10.1351/pac199668030627

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The novel hypervalent iodine-induced nucleophilic substitution of p-substituted phenol ethers in the presence of a variety of nucleophiles and the direct alkyl azidation of p-alkyl phenol ethers are described UV and ESR spectroscopic studies indicate that these reactions proceed via radical species; one is [ArH+.] and the other is [ArC(.)R(1)R(2)] as reactive intermediates.

引用

收藏

页码：627 / 630

页数：4

相关论文

共 52 条

[1]

[Anonymous], MONATSH CHEM

[2] IODOSYLBENZENE-TRIMETHYLSILYL AZIDE-BORON TRIFLUORIDE ETHERATE - A HIGHLY EFFICIENT SYSTEM FOR DIRECT SYNTHESIS OF ALLYL AZIDES FROM ALLYLSILANES [J].

ARIMOTO, M ;

YAMAGUCHI, H ;

FUJITA, E ;

OCHIAI, M ;

NAGAO, Y .

TETRAHEDRON LETTERS, 1987, 28 (50) :6289-6292

[3] ORGANIC POLYVALENT IODINE COMPOUNDS [J].

BANKS, DF .

CHEMICAL REVIEWS, 1966, 66 (03) :243-&

[4] SPIRANS .12. STEREOCHEMICAL CONTROL IN THE OXIDATIVE CYCLIZATION OF BIS-NAPHTHOLS [J].

BENNETT, DJ ;

DEAN, FM ;

HERBIN, GA ;

MATKIN, DA ;

PRICE, AW ;

ROBINSON, ML .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (09) :1978-1985

[5] DIARYLIODONIUM SALTS .2. THE PHENYLATION OF ORGANIC AND INORGANIC BASES [J].

BERINGER, FM ;

BRIERLEY, A ;

DREXLER, M ;

GINDLER, EM ;

LUMPKIN, CC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (11) :2708-2712

[6]

CRISTAU HJ, 1981, SYNTHESIS-STUTTGART, P892

[7] SPIRANS .13. THE SYNTHESIS AND ORIENTATION OF SPIRANS RELATED TO ABELS KETONE (NAPHTHO[2,1-B]FURAN-2(1H)-SPIRO-1'(2'H)-NAPHTHALEN-2'-ONE) [J].

DEAN, FM ;

HERBIN, GA ;

MATKIN, DA ;

PRICE, AW ;

ROBINSON, ML .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (09) :1986-1993

[8] A NOVEL AND MILD SOURCE OF CARBON-CENTERED RADICALS BY IODOSOBENZENE DIACETATE (IBDA) AND SODIUM-AZIDE FROM ALCOHOLS, ETHERS, ALDEHYDES, AMIDES AND ALKYL IODIDES [J].

FONTANA, F ;

MINISCI, F ;

YAN, YM ;

ZHAO, LH .

TETRAHEDRON LETTERS, 1993, 34 (15) :2517-2520

[9] OXIDATIONS WITH PHENYL IODOSOACETATE .6. THE OXIDATION OF SOME PHENOLS CONTAINING ELECTRON-ATTRACTING SUBSTITUENTS [J].

FOX, AR ;

PAUSACKER, KH .

JOURNAL OF THE CHEMICAL SOCIETY, 1957, (JAN) :295-301

[10] ARYLATIONS OF BETA-DIKETONE DICARBANIONS WITH DIARYLIODONIUM CHLORIDES TO FORM GAMMA-DERIVATIVES [J].

HAMPTON, KG ;

HARRIS, TM ;

HAUSER, CR .

JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (12) :3511-&

← 1 2 3 4 5 6 →